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Check prices for these dates

Next weekend
18 Jul - 20 Jul
In two weeks
25 Jul - 27 Jul
In one month
8 Aug - 10 Aug
In two months
5 Sept - 7 Sept

Browse Select Islamorada Villas

The Islands of Islamorada
Relax by the pool surrounded by palm trees and enjoy stunning ocean views.

The Islands of Islamorada

4.0 star property
9.8 out of 10, Exceptional, (61)
"Absolutely outstanding resort. Legitimate 5 star property. "
The price is £496
includes taxes & fees
11 Jul - 12 Jul
The Islands of Islamorada
Oceanfront Villa overlooking the Atlantic and Molasses Reef Marina
Surrounded by lush greenery and palm trees, this marina offers a serene waterfront setting.

Oceanfront Villa overlooking the Atlantic and Molasses Reef Marina

9.8 out of 10, Exceptional, (51)
"Great location Vivian was very responsive to any questions we had"
Oceanfront Villa overlooking the Atlantic and Molasses Reef Marina
SPACIOUS 4/3.5 VILLA! INDOOR PICKLEBALL! MOST UPSCALE OCEANFRONT RESORT IN KL!
Relax by the resort's large, curved pool surrounded by palm trees and lounge chairs.

SPACIOUS 4/3.5 VILLA! INDOOR PICKLEBALL! MOST UPSCALE OCEANFRONT RESORT IN KL!

9.4 out of 10, Exceptional, (28)
"We enjoyed the condo and grounds."
SPACIOUS 4/3.5 VILLA! INDOOR PICKLEBALL! MOST UPSCALE OCEANFRONT RESORT IN KL!
2bd/2ba Ocean Retreat in Kawama Yacht Club
Relax in Adirondack chairs on the beach, overlooking the ocean with sailboats on the water.

2bd/2ba Ocean Retreat in Kawama Yacht Club

10.0 out of 10, Exceptional, (41)
"Property was everything as advertised. Check in / out was a breeze. Located directly beside cabana and pool areas. The lagoon was a nice surprise for snorkeling. The property is close to shopping and everything in Key Largo. Definitely recommend for a family adventure."
2bd/2ba Ocean Retreat in Kawama Yacht Club
SPACIOUS 3/3.5 VILLA - INDOOR PICKLEBALL - MOST UPSCALE OCEANFRONT RESORT IN KL!
Relax by the resort's large, curved pool surrounded by palm trees and lounge chairs.

SPACIOUS 3/3.5 VILLA - INDOOR PICKLEBALL - MOST UPSCALE OCEANFRONT RESORT IN KL!

9.6 out of 10, Exceptional, (65)
"Our unit was super clean and met all of our needs We enjoyed how big the place was and the overall property had plenty for us to do! Great location too"
SPACIOUS 3/3.5 VILLA - INDOOR PICKLEBALL - MOST UPSCALE OCEANFRONT RESORT IN KL!
Waterfront House with Boat Dock
Relax on the spacious balcony with a sofa set and individual chairs, overlooking a serene landscape.

Waterfront House with Boat Dock

5.0 star property
6.0 out of 10, (1)
"Covered porch was nice for time outside. Inside was in need of work. Closets unfinished, no place to put any luggage, advertises a king bed and a queen bed, but only had a king and a full, no tp, or tissue products when we arrived. None of the above were deal breakers but just allot of small things that add up to frustration."
Waterfront House with Boat Dock
MODERN VILLA - INDOOR PICKLEBALL - KL'S MOST UPSCALE OCEANFRONT RESORT & MARINA!
Relax by the resort's large, curved pool surrounded by lush greenery and palm trees.

MODERN VILLA - INDOOR PICKLEBALL - KL'S MOST UPSCALE OCEANFRONT RESORT & MARINA!

9.6 out of 10, Exceptional, (42)
"We had a really wonderful stay at the property. The place is very clean, very well maintained and came equipped with everything we needed. The pool and facilities are perfect. The only complaint (and it is super minor) is that there isn’t a beach close by so we travelled a good distance to find one, not that we minded since it meant we got to explore the Keys."
MODERN VILLA - INDOOR PICKLEBALL - KL'S MOST UPSCALE OCEANFRONT RESORT & MARINA!
Bayberry Key: Waterfront Htd Pool, FREE Boat Dockage Sep-Oct Only!
Relax by the serene pool surrounded by lush greenery and a thatched-roof gazebo.

Bayberry Key: Waterfront Htd Pool, FREE Boat Dockage Sep-Oct Only!

10.0 out of 10, Exceptional, (1)
"This was a beautiful spot for 3 couples to relax and enjoy this beautiful setting. The outside space was perfect with tables, firepit & grills. The house was stocked well enough to be able to prepare some meals. I would definitely return again."
Bayberry Key: Waterfront Htd Pool, FREE Boat Dockage Sep-Oct Only!
Angler’s Reef house. Paddle or Kayak to sandbar. Lic #24-0055
Enjoy a serene ocean view from the resort's pool, surrounded by lush greenery and palm trees.

Angler’s Reef house. Paddle or Kayak to sandbar. Lic #24-0055

10.0 out of 10, Exceptional, (13)
"Anglers Way was a meticulously clean property centrally located on Islamorada. The hosts were extremely responsive to our inquiries prior to and during our stay in their home. The property was well equipped and provided for all our needs. They undoubtedly deserve our 5 star review and would recommend this property for those seeking a restful vacation. "
Angler’s Reef house. Paddle or Kayak to sandbar. Lic #24-0055
The Lookout with Resort Privileges
Enjoy a tranquil coastal retreat with a picturesque view of the sea and lush green surroundings.

The Lookout with Resort Privileges

The Lookout with Resort Privileges
LICENSED MANAGER - MODERN 2/2 COCONUT PALM VILLA - OCEANFRONT BEACH RESORT!
Enjoy al fresco dining and take in the ocean views from this beachside space.

LICENSED MANAGER - MODERN 2/2 COCONUT PALM VILLA - OCEANFRONT BEACH RESORT!

9.4 out of 10, Exceptional, (60)
"Easy clean condo "
LICENSED MANAGER - MODERN 2/2 COCONUT PALM VILLA - OCEANFRONT BEACH RESORT!
Serenity by the Sea!! Anglers Reef with Boat Slip Available!!
Relax on the beach with comfortable chairs and enjoy the serene ocean views.

Serenity by the Sea!! Anglers Reef with Boat Slip Available!!

10.0 out of 10, Exceptional, (114)
"The property and the location was absolutely perfect. "
Serenity by the Sea!! Anglers Reef with Boat Slip Available!!
Isla Guava: Boutique Resort, FREE Boat Dockage Sept-Oct Only!
Relax by the serene pool surrounded by lush greenery and comfortable lounge chairs.

Isla Guava: Boutique Resort, FREE Boat Dockage Sept-Oct Only!

10.0 out of 10, Exceptional, (1)
"We’ve vacationed in the Keys many times and this property was the best. First is location. It’s on a canal cut off Little Basin. There are many walkable restaurants and attractions. The house itself was very clean and the layout conducive to renters with two master suites upstairs and a smaller bedroom and bath down. Property management very attentive and communicative with a very nice young lady coming on site. Beautiful pool area and deck by water. Can’t go wrong with this."
Isla Guava: Boutique Resort, FREE Boat Dockage Sept-Oct Only!
Newly upgraded Key Largo Villa W/Boat Slip
Relax by the pool surrounded by lush greenery and a scenic view.

Newly upgraded Key Largo Villa W/Boat Slip

10.0 out of 10, Exceptional, (81)
"Excellent location Great value"
Newly upgraded Key Largo Villa W/Boat Slip
Sandcastle Luxury Villa in Key Largo with Resort Privileges
Enjoy the tranquil ocean views from the comfort of a pier.

Sandcastle Luxury Villa in Key Largo with Resort Privileges

10.0 out of 10, Exceptional, (3)
"The house was great and so was the resort access. Enjoyable long weekend!"
Sandcastle Luxury Villa in Key Largo with Resort Privileges
Endless Summer with Resort Privileges
Enjoy a serene coastal escape with a picturesque pier and tranquil sea views.

Endless Summer with Resort Privileges

9.2 out of 10, Wonderful, (15)
"Great location. Everyone was very attentive. They went beyond during our stay and after. Resort is such a bonus. I've been a serval times and i highly recommend the property"
Endless Summer with Resort Privileges
Sea Haven with Resort Privileges
Enjoy leisure activities by the water at this serene beachside retreat with a picturesque pier and sailboat.

Sea Haven with Resort Privileges

9.8 out of 10, Exceptional, (8)
"Place was clean. Shuttle from house to resort was quick & reliable. Resort very nice."
Sea Haven with Resort Privileges
Gull's Nest with Resort Privileges
Enjoy a peaceful retreat by the water, with a serene coastal scene featuring a pier and sailboat.

Gull's Nest with Resort Privileges

9.6 out of 10, Exceptional, (24)
"Not far from miami airport. Great resort access. Beautiful and clean lodging. Food is also great as resort. Will rebook! "
Gull's Nest with Resort Privileges
Coastal Oasis with Resort Privileges
Enjoy serene waterfront views and access to a pier for sailing and relaxation.

Coastal Oasis with Resort Privileges

9.4 out of 10, Exceptional, (6)
"Property was very nice. Home was outstanding and well equipped. We really enjoy access to Playa Lago resort. Can't wait to return."
Coastal Oasis with Resort Privileges
Sea-Esta with Resort Privileges
Enjoy breathtaking views of the ocean from the pier, surrounded by lush greenery and a sailboat anchored in the calm waters.

Sea-Esta with Resort Privileges

10.0 out of 10, Exceptional, (8)
"We had an amazing winter getaway . Clean , new , house in a wonderful location "
Sea-Esta with Resort Privileges
Lowest nightly price found within the past 24 hours based on a 1 night stay for 2 adults. Prices and availability subject to change. Additional terms may apply.
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Frequently asked questions

How much do villas in Islamorada cost?
Prices for villas in Islamorada range between £496 and £496 per night. Whatever your budget, you'll find a place that fits the bill on Expedia. These prices were available on Expedia within the past 7 days, for a hotel booking with a check-in date within the next year. Prices reflect current offers and availability is subject to change. Additional terms may apply.
How many villas are there in Islamorada?
Choose from 51 villas in Islamorada. Whether you're taking a trip with the family or planning a getaway with some friends, Expedia can help you find the perfect space for your whole crew.
Why book your villa in Islamorada with Expedia?
Booking a villa in Islamorada is as simple as entering your travel dates and picking an option that has what you need. Looking for something low cost or luxurious, or a stay that also features a kitchen? Use Expedia's search filters to narrow your results and find the perfect pad.